HUE027650T2 - Process for the preparation of aromatic amines - Google Patents

Process for the preparation of aromatic amines Download PDF

Info

Publication number: HUE027650T2
Authority: HU; Hungary
Prior art keywords: water; reaction; distillation; steam; column
Prior art date: 2006-12-18

Application number

HUE07023804A

Other languages

English (en)

Hungarian (hu)

Inventor

Bernd Dr Pennemann

Bill Dr Brady

Rainer Dr Buse

Original Assignee

Bayer Ip Gmbh

Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)

2006-12-18

Filing date

2007-12-08

Publication date

2016-10-28

2007-12-08 Application filed by Bayer Ip Gmbh filed Critical Bayer Ip Gmbh

2016-10-28 Publication of HUE027650T2 publication Critical patent/HUE027650T2/en

Links

238000000034 method Methods 0.000 title claims description 32
238000004519 manufacturing process Methods 0.000 title claims description 5
150000004982 aromatic amines Chemical class 0.000 title description 4
XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 claims description 51
238000006243 chemical reaction Methods 0.000 claims description 37
238000004821 distillation Methods 0.000 claims description 35
239000011541 reaction mixture Substances 0.000 claims description 18
150000001412 amines Chemical class 0.000 claims description 16
238000010438 heat treatment Methods 0.000 claims description 14
239000000203 mixture Substances 0.000 claims description 14
239000003054 catalyst Substances 0.000 claims description 12
150000001875 compounds Chemical class 0.000 claims description 3
238000000746 purification Methods 0.000 claims description 2
101100386054 Saccharomyces cerevisiae (strain ATCC 204508 / S288c) CYS3 gene Proteins 0.000 claims 1
150000008430 aromatic amides Chemical class 0.000 claims 1
239000012153 distilled water Substances 0.000 claims 1
230000003511 endothelial effect Effects 0.000 claims 1
101150035983 str1 gene Proteins 0.000 claims 1
238000005984 hydrogenation reaction Methods 0.000 description 23
LQNUZADURLCDLV-UHFFFAOYSA-N nitrobenzene Chemical compound [O-][N+](=O)C1=CC=CC=C1 LQNUZADURLCDLV-UHFFFAOYSA-N 0.000 description 6
239000002904 solvent Substances 0.000 description 6
PXHVJJICTQNCMI-UHFFFAOYSA-N Nickel Chemical compound [Ni] PXHVJJICTQNCMI-UHFFFAOYSA-N 0.000 description 5
239000000356 contaminant Substances 0.000 description 5
-1 for example Chemical class 0.000 description 5
238000002360 preparation method Methods 0.000 description 5
238000000926 separation method Methods 0.000 description 5
239000000243 solution Substances 0.000 description 5
150000004985 diamines Chemical class 0.000 description 4
LFQSCWFLJHTTHZ-UHFFFAOYSA-N Ethanol Chemical compound CCO LFQSCWFLJHTTHZ-UHFFFAOYSA-N 0.000 description 3
OKKJLVBELUTLKV-UHFFFAOYSA-N Methanol Chemical compound OC OKKJLVBELUTLKV-UHFFFAOYSA-N 0.000 description 3
238000009903 catalytic hydrogenation reaction Methods 0.000 description 3
238000009434 installation Methods 0.000 description 3
239000012071 phase Substances 0.000 description 3
238000010992 reflux Methods 0.000 description 3
PAYRUJLWNCNPSJ-UHFFFAOYSA-N Aniline Chemical compound NC1=CC=CC=C1 PAYRUJLWNCNPSJ-UHFFFAOYSA-N 0.000 description 2
KFZMGEQAYNKOFK-UHFFFAOYSA-N Isopropanol Chemical compound CC(C)O KFZMGEQAYNKOFK-UHFFFAOYSA-N 0.000 description 2
239000002253 acid Substances 0.000 description 2
150000007513 acids Chemical class 0.000 description 2
150000001298 alcohols Chemical class 0.000 description 2
239000008346 aqueous phase Substances 0.000 description 2
125000003118 aryl group Chemical group 0.000 description 2
238000001816 cooling Methods 0.000 description 2
239000000463 material Substances 0.000 description 2
229910052759 nickel Inorganic materials 0.000 description 2
238000006396 nitration reaction Methods 0.000 description 2
239000012074 organic phase Substances 0.000 description 2
DYFXGORUJGZJCA-UHFFFAOYSA-N phenylmethanediamine Chemical compound NC(N)C1=CC=CC=C1 DYFXGORUJGZJCA-UHFFFAOYSA-N 0.000 description 2
BASFCYQUMIYNBI-UHFFFAOYSA-N platinum Chemical compound [Pt] BASFCYQUMIYNBI-UHFFFAOYSA-N 0.000 description 2
239000010802 sludge Substances 0.000 description 2
239000002351 wastewater Substances 0.000 description 2
238000010626 work up procedure Methods 0.000 description 2
VOZKAJLKRJDJLL-UHFFFAOYSA-N 2,4-diaminotoluene Chemical compound CC1=CC=C(N)C=C1N VOZKAJLKRJDJLL-UHFFFAOYSA-N 0.000 description 1
ZXVONLUNISGICL-UHFFFAOYSA-N 4,6-dinitro-o-cresol Chemical group CC1=CC([N+]([O-])=O)=CC([N+]([O-])=O)=C1O ZXVONLUNISGICL-UHFFFAOYSA-N 0.000 description 1
OKTJSMMVPCPJKN-UHFFFAOYSA-N Carbon Chemical compound [C] OKTJSMMVPCPJKN-UHFFFAOYSA-N 0.000 description 1
XEEYBQQBJWHFJM-UHFFFAOYSA-N Iron Chemical compound [Fe] XEEYBQQBJWHFJM-UHFFFAOYSA-N 0.000 description 1
FYYHWMGAXLPEAU-UHFFFAOYSA-N Magnesium Chemical compound [Mg] FYYHWMGAXLPEAU-UHFFFAOYSA-N 0.000 description 1
239000007868 Raney catalyst Substances 0.000 description 1
229910000564 Raney nickel Inorganic materials 0.000 description 1
241001122767 Theaceae Species 0.000 description 1
229910052782 aluminium Inorganic materials 0.000 description 1
XAGFODPZIPBFFR-UHFFFAOYSA-N aluminium Chemical compound [Al] XAGFODPZIPBFFR-UHFFFAOYSA-N 0.000 description 1
239000011260 aqueous acid Substances 0.000 description 1
239000007864 aqueous solution Substances 0.000 description 1
150000004984 aromatic diamines Chemical class 0.000 description 1
229910052799 carbon Inorganic materials 0.000 description 1
230000003197 catalytic effect Effects 0.000 description 1
238000006555 catalytic reaction Methods 0.000 description 1
229910017052 cobalt Inorganic materials 0.000 description 1
239000010941 cobalt Substances 0.000 description 1
GUTLYIVDDKVIGB-UHFFFAOYSA-N cobalt atom Chemical compound [Co] GUTLYIVDDKVIGB-UHFFFAOYSA-N 0.000 description 1
238000009833 condensation Methods 0.000 description 1
230000005494 condensation Effects 0.000 description 1
239000002826 coolant Substances 0.000 description 1
230000000694 effects Effects 0.000 description 1
238000005265 energy consumption Methods 0.000 description 1
238000000605 extraction Methods 0.000 description 1
239000007789 gas Substances 0.000 description 1
239000007791 liquid phase Substances 0.000 description 1
229910052749 magnesium Inorganic materials 0.000 description 1
239000011777 magnesium Substances 0.000 description 1
229910052751 metal Inorganic materials 0.000 description 1
239000002184 metal Substances 0.000 description 1
150000002739 metals Chemical class 0.000 description 1
VLZLOWPYUQHHCG-UHFFFAOYSA-N nitromethylbenzene Chemical compound [O-][N+](=O)CC1=CC=CC=C1 VLZLOWPYUQHHCG-UHFFFAOYSA-N 0.000 description 1
150000002894 organic compounds Chemical class 0.000 description 1
230000000737 periodic effect Effects 0.000 description 1
238000005191 phase separation Methods 0.000 description 1
229910052697 platinum Inorganic materials 0.000 description 1
239000008213 purified water Substances 0.000 description 1
238000004062 sedimentation Methods 0.000 description 1
239000000126 substance Substances 0.000 description 1
239000002699 waste material Substances 0.000 description 1

Classifications

- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/82—Purification; Separation; Stabilisation; Use of additives
- C—CHEMISTRY; METALLURGY
- C07—ORGANIC CHEMISTRY
- C07C—ACYCLIC OR CARBOCYCLIC COMPOUNDS
- C07C209/00—Preparation of compounds containing amino groups bound to a carbon skeleton
- C07C209/30—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds
- C07C209/32—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups
- C07C209/36—Preparation of compounds containing amino groups bound to a carbon skeleton by reduction of nitrogen-to-oxygen or nitrogen-to-nitrogen bonds by reduction of nitro groups by reduction of nitro groups bound to carbon atoms of six-membered aromatic rings in presence of hydrogen-containing gases and a catalyst
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y02—TECHNOLOGIES OR APPLICATIONS FOR MITIGATION OR ADAPTATION AGAINST CLIMATE CHANGE
- Y02P—CLIMATE CHANGE MITIGATION TECHNOLOGIES IN THE PRODUCTION OR PROCESSING OF GOODS
- Y02P20/00—Technologies relating to chemical industry
- Y02P20/10—Process efficiency
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S203/00—Distillation: processes, separatory
- Y10S203/08—Waste heat
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S203/00—Distillation: processes, separatory
- Y10S203/11—Batch distillation
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10S—TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10S203/00—Distillation: processes, separatory
- Y10S203/20—Power plant

Landscapes

Chemical & Material Sciences (AREA)
Organic Chemistry (AREA)
Chemical Kinetics & Catalysis (AREA)
Organic Low-Molecular-Weight Compounds And Preparation Thereof (AREA)
Low-Molecular Organic Synthesis Reactions Using Catalysts (AREA)

HUE07023804A 2006-12-18 2007-12-08 Process for the preparation of aromatic amines HUE027650T2 (en)

Applications Claiming Priority (1)

Application Number	Priority Date	Filing Date	Title
DE102006059678A DE102006059678A1 (de)	2006-12-18	2006-12-18	Verfahren zur Herstellung von aromatischen Aminen

Publications (1)

Publication Number	Publication Date
HUE027650T2 true HUE027650T2 (en)	2016-10-28

Family

ID=39217995

Family Applications (1)

Application Number	Title	Priority Date	Filing Date
HUE07023804A HUE027650T2 (en)	2006-12-18	2007-12-08	Process for the preparation of aromatic amines

Country Status (8)

Country	Link
US (1)	US8110073B2 (de)
EP (1)	EP1935871B1 (de)
JP (1)	JP2008150377A (de)
KR (1)	KR101409694B1 (de)
CN (1)	CN101205188B (de)
DE (1)	DE102006059678A1 (de)
HU (1)	HUE027650T2 (de)
PT (1)	PT1935871E (de)

Families Citing this family (10)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
CN103804202A (zh) *	2008-11-07	2014-05-21	甘肃中科药源生物工程股份有限公司	一种催化加氢制备二氨基甲苯的方法
CN104193624A (zh) *	2008-11-07	2014-12-10	甘肃中科药源生物工程股份有限公司	2,4-二硝基甲苯和2,6-二硝基甲苯催化加氢制备氨基甲苯的方法
JP2012526741A (ja)	2009-05-14	2012-11-01	ビーエーエスエフソシエタス・ヨーロピア	芳香族アミンの製造方法
DE102009025374A1 (de) *	2009-06-18	2010-12-23	Bayer Materialscience Ag	Verfahren zur Herstellung von aromatischen Aminen
CN102030661B (zh) *	2009-09-29	2014-06-25	上海安诺芳胺化学品有限公司	苯二胺还原液甲醇脱除工艺
US20110162701A1 (en) *	2010-01-03	2011-07-07	Claudio Truzzi	Photovoltaic Cells
HUE026176T2 (en) *	2010-01-14	2016-05-30	Bayer Ip Gmbh	A method for producing aromatic amines in a liquid phase
US8809587B2 (en) *	2010-12-30	2014-08-19	Kellogg Brown & Root Llc	Systems and methods for producing aromatic amines and removing phenol therefrom
WO2015052068A1 (de)	2013-10-08	2015-04-16	Bayer Materialscience Ag	Verfahren zur herstellung von toluylendiamin
KR102893775B1 (ko) *	2022-12-19	2025-12-01	금호미쓰이화학 주식회사	아닐린의 제조방법

Family Cites Families (9)

* Cited by examiner, † Cited by third party
Publication number	Priority date	Publication date	Assignee	Title
US3194839A (en) *	1962-04-12	1965-07-13	Abbott Lab	Catalytic hydrogenation of nitroaromatic compounds to aromatic amines
DE3537247A1 (de) *	1985-10-19	1987-04-23	Bayer Ag	Verwendung von modifizierten raney-katalysatoren zur herstellung von aromatischen diaminoverbindungen
IN164556B (de)	1986-03-06	1989-04-08	Takeda Chemical Industries Ltd
DE3607665A1 (de)	1986-03-08	1987-09-10	Bayer Ag	Verfahren zur aufarbeitung waessriger aminloesungen
DE4323687A1 (de) *	1993-07-15	1995-01-19	Bayer Ag	Kontinuierliches Verfahren zur Herstellung von aromatischen Aminen
DE4435839A1 (de)	1994-10-07	1996-04-11	Bayer Ag	Schlammphasenreaktor und dessen Verwendung
DE19528781A1 (de) *	1995-08-04	1997-02-06	Bayer Ag	Verfahren zur Herstellung von Toluylendiisocyanat, spezielle Gemische aus Toluylendiamin und Wasser und deren Verwendung zur Herstellung von Toluylendiisocyanat
KR100655354B1 (ko)	1998-12-12	2006-12-08	바스프 악티엔게젤샤프트	아민의 제조 방법
DE102004026626A1 (de) *	2004-06-01	2005-12-29	Bayer Materialscience Ag	Verfahren zur destillativen Trennung von wässrigen Aminlösungen

2006
- 2006-12-18 DE DE102006059678A patent/DE102006059678A1/de not_active Withdrawn
2007
- 2007-12-08 PT PT70238043T patent/PT1935871E/pt unknown
- 2007-12-08 HU HUE07023804A patent/HUE027650T2/en unknown
- 2007-12-08 EP EP07023804.3A patent/EP1935871B1/de active Active
- 2007-12-13 US US12/001,829 patent/US8110073B2/en not_active Expired - Fee Related
- 2007-12-17 KR KR1020070132130A patent/KR101409694B1/ko active Active
- 2007-12-17 CN CN2007101599034A patent/CN101205188B/zh active Active
- 2007-12-18 JP JP2007325508A patent/JP2008150377A/ja active Pending

Also Published As

Publication number	Publication date
PT1935871E (pt)	2015-10-13
JP2008150377A (ja)	2008-07-03
EP1935871B1 (de)	2015-07-08
US8110073B2 (en)	2012-02-07
EP1935871A3 (de)	2008-07-16
KR101409694B1 (ko)	2014-06-19
CN101205188B (zh)	2013-05-01
CN101205188A (zh)	2008-06-25
EP1935871A2 (de)	2008-06-25
DE102006059678A1 (de)	2008-06-19
KR20080056658A (ko)	2008-06-23
US20080179176A1 (en)	2008-07-31

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